House holiday rentals in Kennebunk

4.94 out of 5 average rating, 108 reviews

A charming yellow house features white trim and black shutters, complemented by a large American flag adorning the front. Lush greenery surrounds the entry, with a neat pathway leading to the porch, where a shaded seating area is visible.

Home in Kennebunkport

Historic Kennebunkport home .3 mile to Dock Square

Under 10 min walk to Dock Square, 2 min walk to Kennebunk River. Luxury linens, Casper pillows, SandCloud towels, Malin + Goetz toiletries, well-appointed kitchen and beach chairs included in your stay. 2 bikes & 2 kayaks available. Walk to Colony Beach, bike to Kennebunk Beach. 2 min walk to Perkins Park on the River, steps down to water for launching kayaks. Dock Square is a vacationer’s dream. Stroll along Ocean Ave on the water or grill fresh seafood on the cozy porch. 420 friendly outside

4.96 out of 5 average rating, 217 reviews

A charming two-story house is framed by vibrant yellow flowers. The white exterior features large windows that glow warmly, highlighting the inviting entrance. A manicured lawn leads to a driveway with decorative plants flanking the path, contributing to a welcoming atmosphere.

Home in Arundel

NewBuilt/HotTub/Great Location-4 min Kennebunkport

Follow us on IG @anchorunwind. Welcome to Mama Bear's House! Perfect girlfriends' getaway or to celebrate a special someone. Sit back and relax in our brand new and fully equipped stylish home just 5 minutes away from Kennebunkport's Dock Square. Spend time reading and sipping a fresh grounded coffee on our cozy egg chair, looking in our peaceful backyard while the sunset closes another memorable chapter of your vacation. Enjoy the firepit with hot cocoa and s'mores or fall for a cornhole game!

A comfortable living area features a dark sofa adorned with cushions, accompanied by a red recliner. A wooden coffee table sits at the center, displaying a brochure. Large windows dressed in sheer curtains allow natural light to illuminate the space.

4.98 out of 5 average rating, 125 reviews

DriftRose, Bestlocation/AC/Beachpass/patio/grill

This home belonged to my grandmother and has loads of personality. It has been recently updated while still preserving its charm. Fast internet, new AC, all the necessities in the kitchen, new bedding, and a relaxing outdoor space! The location is perfect. Walk to the best the area has to offer or spend the day just 1 mile away at the beach (parking pass included) or unwind and relax on the deck or patio and enjoy a gorgeous view of the Drift Roses when in season. Cheers to making memories!

5 out of 5 average rating, 217 reviews

A modern beach house is positioned along a serene shoreline, featuring large windows that reflect the colorful sunset. The exterior showcases a blend of natural materials and white accents, with a deck that offers expansive ocean views. Rocky shores frame the property, enhancing the coastal setting.

Home in Saco

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

A vibrant sunset casts shades of orange and pink across the sky, framed by the silhouette of trees. The edge of a white deck is visible in the foreground, creating a serene backdrop for outdoor gatherings.

4.92 out of 5 average rating, 159 reviews

Boho Farmhouse by the Fields

Your Maine Boho Farmhouse awaits you! You’ll be tucked into the farm fields of Wells and just four miles to Drakes Island Beach. You’ll have everything you need and more at this coastal oasis. 7 miles to Wells Beach 7 miles to Kennebunk Beach 8 miles to Kennebunkport 10 miles to Ogunquit Beach Grocery stores within 4 miles: Spillers Farm Store, Wells IGA, Wells Hannaford Emergency Walk In: 2.5 miles 2 miles to closest gas station 5 miles to Wells Police Station/Wells Fire Department

A charming cottage is framed by tall trees, with a well-maintained lawn and a gravel pathway leading to the entrance. The light blue exterior is complemented by a small porch and decorative elements, creating a welcoming appearance amidst the natural surroundings.

4.86 out of 5 average rating, 100 reviews

Harbor House Cottages Edgewater

The Edgewater cottage is available from Mid-May through Mid- October. A Beautiful 2 bedroom fully equipped cottage in Wells Maine (Edgewater) Queen bed in the master, dual twin trundle bed in the second BR, pull out sofa in LR, fully equipped kitchen, Heat and AC, WIFI, TV, gas grill, fire pit, private quiet lane with plenty of parking, 1/2 mile from the ocean/beach, the trolley picks up next door 100 yds. away. (bed sheets, pillow cases, wash cloths and bath towels not provided)

4.95 out of 5 average rating, 355 reviews

Home in Acton

The LOTUS welcomes you, stay a while

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Superhost

The exterior entrance of the property features a paved pathway leading to a dark blue front door, flanked by two windows. A small bench is positioned nearby, and an American flag is displayed on the ground. Lush greenery surrounds the area.

4.92 out of 5 average rating, 264 reviews

3-Bed | 2-Bedroom | Hot Tub | Close To Beach

If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.

A spacious living area features a large, white, slipcovered sectional sofa adorned with decorative pillows. A light wooden coffee table sits in the center, highlighted by a small potted plant. Artwork adorns the walls, and soft lighting creates a bright, inviting atmosphere.

4.97 out of 5 average rating, 352 reviews

★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths

• Open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Peaceful neighborhood close to Dock Square & less than 1 mile to KBK Beaches • Shaded back+side yard/patio/grill/outdoor shower • Netflix+Sling+Hulu+HBO+Amazon Video+4 TVs • 1 car garage parking+driveway parking for 2-3 cars • washer+dryer+towels+bed linens provided • board games, pack N plays x 2 • 2 KBK beach passes+boogie boards+beach towels+chairs

An aerial view shows a classic multi-story home positioned near the beach, surrounded by lush greenery. The coastline is visible, along with gentle waves and neighboring houses, highlighting the inviting ocean setting.

4.94 out of 5 average rating, 108 reviews

Ocean/Beach Unique Views: THE New England !

QUIET NEIGHBORHOOD, WELCOME TO FAMILIES! GAS FIREPLACE ! Classic architectural details all sited on an enviable ocean/beach location. An alluring home, lovingly maintained for 110 years, encompasses the true understated elegance of the era in which it was created. Amidst the 3,500 sq ft+, find 6 gracious bedrooms accented by 4 and a half baths, updated granite kitchen, pantry, glassed in front porch with mesmerizing views of the ever-changing sea.

A bright sunroom features large windows offering natural light and views of the surrounding landscape. Comfortable seating includes a light blue couch with decorative pillows and two woven chairs. A small wooden coffee table sits in the center, complemented by a lamp on a dark side table.

4.97 out of 5 average rating, 183 reviews

350 Steps to Gooch’s Beach! Water Views

Ideal location 350 steps to beautiful Gooch’s beach. Easy walk or short drive to Kennebunkport's Dock Square with shops and restaurants. This is the upper floor of a 2 floor, 2 unit building. Sunny and cheerful w/open floor plan, gas fireplace, and large back deck. WiFi and live streaming tv are included. Outdoor shower. Beach chairs/towels provided. Walk to beach & town. 7 day minimum, Saturday check in/check out July through August 2026.

5 out of 5 average rating, 124 reviews

A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.

Home in South Berwick

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Popular amenities for Kennebunk house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Old Orchard Beach

A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.

4.96 out of 5 average rating, 106 reviews

Faith Lane with community pool

4.92 out of 5 average rating, 13 reviews

A two-story home is presented, featuring a spacious deck with patio furniture and red umbrellas. Stacked firewood is neatly arranged under the deck. An entrance with multiple glass doors is visible. Surrounding greenery enhances the natural setting, contributing to a peaceful atmosphere.

Home in Bridgton

Witts' End- quiet neighborhood in Knights Hill

4.93 out of 5 average rating, 245 reviews

A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.

Home in Derry

Sanctum by the Lake

An open-concept living space features a well-equipped kitchen with bar seating and a cozy seating area. Natural light floods through the sliding glass doors, leading to an outdoor area. A ceiling fan hangs above, complemented by a neutral color palette and subtle decorative accents.

4.99 out of 5 average rating, 71 reviews

2BR, Sea & Relax w/ Wells Reserve View

4.91 out of 5 average rating, 11 reviews

Home in Alfred

Old Falls Retreat-4BR w Gorgeous River View & Pool

4.96 out of 5 average rating, 153 reviews

A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.

Home in North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

4.87 out of 5 average rating, 117 reviews

A modern kitchen is highlighted by warm wooden cabinets and sleek granite countertops. Stainless steel appliances, including a microwave and stove, are on display. A mirrored wall reflects the natural light coming through nearby windows, enhancing the spaciousness of the area.

Home in Bartlett

Bear Brook House

4.88 out of 5 average rating, 103 reviews

A spacious kitchen is highlighted by a large central island with seating. Dark wood cabinets complement stainless steel appliances. A dining area with a wooden table and black chairs is visible, alongside a warm stone fireplace that adds a rustic charm to the space.

Home in Bartlett

On Attitash - Ski, Hike, Swim!

Weekly house rentals

5 out of 5 average rating, 15 reviews

A modern kitchen is displayed, featuring a large central island with a light countertop and stylish pendant lighting. Large windows provide views of the surrounding greenery, while a cozy sitting area with a fireplace is seen in the background, complemented by natural light.

Home in Kennebunkport

Stunning Dock Sq Waterfront Home

The exterior of the cottage is depicted, featuring light-colored siding and a welcoming front porch. Two Adirondack chairs are positioned in the foreground, accompanied by a small ornamental plant. A mature tree provides shade, while the surrounding greenery adds to the charm of the setting.

5 out of 5 average rating, 27 reviews

Kennebunk Cottage

A sunlit corner features a light-colored armchair alongside a small, round side table. Large glass doors open to a natural setting, while a stylish floor lamp adds warmth to the contemporary space. Wooden bar stools are arranged at the kitchen counter.

4.95 out of 5 average rating, 65 reviews

New home, amazing location

4.92 out of 5 average rating, 12 reviews

Charming 2BR 1BA Bungalow with Outdoor TV, Fire Pi

5 out of 5 average rating, 85 reviews

A newly renovated colonial house features a light grey exterior with black shutters and a welcoming front porch. An American flag hangs from the porch, adding a touch of character. A well-maintained garden with greenery surrounds the foundation, enhancing the quaint appearance.

Home in Kennebunkport

Cozy updated colonial, 5 minute walk to town!

An aerial view captures the scenic coastline along Kennebunk Beach, showcasing a curving road lined with residential homes. Lush greenery and marshland complement the shoreline, with the vibrant blue ocean contrasting against sandy stretches and rocky outcrops.

4.89 out of 5 average rating, 18 reviews

Kennebunk Beach - Gorgeous Views

4.94 out of 5 average rating, 70 reviews

A cozy living area is highlighted by a comfortable leather sofa and a wooden coffee table. A ceiling fan and natural light enhance the space. A dining table with white chairs is visible, along with the kitchen area featuring modern appliances and warm wood accents.

Home in Ossipee

Quaint Ossipee Home

A spacious beachfront home is presented with a distinct gabled roof and shingle siding. The front porch features multiple chairs and is lined with potted plants. An American flag is displayed prominently. Large glass windows allow for ample natural light, offering views of the surrounding landscape.

4.98 out of 5 average rating, 63 reviews

The Driftwood - Oceanfront in Kennebunk Sleeps 11

Private house rentals

4.95 out of 5 average rating, 94 reviews

An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.

Home in Arundel

Classic, calm river view & centrally located home

Superhost

A comfortable living area is presented with a light-colored sofa and two wicker chairs. A small coffee table sits centrally, and large windows provide natural light. A wall-mounted television is visible, enhancing the cozy atmosphere with a warm, inviting design.

4.91 out of 5 average rating, 66 reviews

Land Ho!

5 out of 5 average rating, 11 reviews

New Cozy Coastal Escape, near beach!

4.97 out of 5 average rating, 31 reviews

A bright living area features blue painted walls and hardwood flooring. Comfortable seating arrangements include a wicker couch with cushions and a dining table set for four. A lamp on a side table provides soft lighting. A fireplace adds a warm touch to the space.

Home in Rye

Tides Cottage

5 out of 5 average rating, 16 reviews

A serene outdoor space features multiple green Adirondack chairs arranged around a fire pit, set on a gravel pathway leading to the lake. Lush greenery and trees provide a natural border, while the calm water and dock create a tranquil lakeside ambiance.

Home in Bridgton

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs

4.97 out of 5 average rating, 35 reviews

In-town, walk to cafés, beach mins away!

An open concept living space is shown, featuring a modern kitchen with stainless steel appliances and a central island. A dining table with dark chairs contrasts with light wood flooring. A fireplace and large wall-mounted TV complete the area, providing a comfortable gathering spot.

4.98 out of 5 average rating, 85 reviews

Beautiful one level home with large yard

The exterior of the beachside cottage features a manicured lawn bordered by garden beds filled with colorful flowers. A large tree provides shade in front of the house, while a patio area with seating is visible. The welcoming façade includes multiple windows, allowing natural light to filter inside.